In the grand scheme of street/strip type build things, and as it relates to power production, bore size means next to nothing. At some point it ether allows for, or doesn't allow for certain valve size packages but the reality is the best case scenario for any given block is the smallest bore, leaving the thickest cylinder walls. Area of the piston for force to act upon only applies to those areas that actually will contribute to making power. The outermost edges are not included in those areas. They are wasted space, that robs heat, allows for detonation to start, and adds volume. I believe that was the major contributor to the 340s being replaced with the samller bore, longer stroke 360. I've read that several studies that indicated in terms of small bllocks that bores beyond 4" begin to take away more than they give in terms of individual cylinder production because of the dead areas above the rings, additional weight, and more rock at TDC. Personally I haven't explored that much as my engines simply are not so scienced out that bore size would make a noticable difference. So the adage of "run the smallest over-bore you have to" makes the most sense, and I'll take it a step further and say "run the smallest, shelf-available piston you can". That will keep the cost to a minimum, and the return to a maximum without overthinking everything.
